반응 #58763

반응 방정식

3-(3-piperidin-1-yl-propoxy)-isoxazole-5-carboxylic acid methyl ester

NaBH4

→

alcohol

수율 99.0%

[3-(3-Piperidin-1-yl-propoxy)-isoxazol-5-yl]-methanol

수율 99.0%

용매

EtOH

반응 조건

후처리

1. 1
   온도The reaction mixture was heated
2. 2
   온도at reflux overnight
3. 3
   기타quenched by the addition of 1 N NaOH (10 mL)
4. 4
   추출was extracted with DCM (3×30 mL)
5. 5
   건조The combined organic extracts were dried over Na2SO4
6. 6
   여과filtered
7. 7
   농축concentrated

실험 절차

To a solution of 3-(3-piperidin-1-yl-propoxy)-isoxazole-5-carboxylic acid methyl ester (0.200 g, 0.750 mmol) in EtOH (15 mL) was added NaBH4 (0.358 g, 11.2 mmol) was slowly over 30 min. The reaction mixture was heated at reflux overnight, then was cooled to rt and quenched by the addition of 1 N NaOH (10 mL). The mixture was stirred for 1 h, and then was extracted with DCM (3×30 mL). The combined organic extracts were dried over Na2SO4, filtered, and concentrated to yield the desired alcohol (0.177 g, 99%). MS (ESI): exact mass calcd. for C12H20N2O3, 240.15; m/z found, 241.3 [M+H]+.

출처